FAIRMol

OHD_MAC_1

ID 443

DB SELECTIONThis detail page is pinned to the current database context.
Back to results Open docking pose (5)
2D structure

SMILES: O=C(Nc1cccc(Nc2[nH+]cnc3c(N/[NH+]=C/c4ccc(O)c(O)c4)ncnc23)c1)c1cc[nH+]cc1

Formula: C25H22N9O3+3 | MW: 496.51100000000014

LogP: 0.5866999999999991 | TPSA: 174.54

HBA/HBD: 8/6 | RotB: 7

InChIKey: FXDXISKMWGPLSH-KLPHOBTLSA-Q

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern Hinge binder (C=O-NH) Clear highlight

Bio motif

Catechol ATP mimic pyrimidine ×2 Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N ×5 H-bond acceptor O H-bond donor ×8 Gatekeeper aromatic ×2 Ionizable base ×3 Metal chelator

Functional group

Carbonyl Amide Secondary amine ×2 Phenol ×2 Hydrazine

Ring system

Benzene ×2 Pyridine Pyrimidine ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.883620-
DOCK_BASE_INTER_RANK-0.841639-
DOCK_BASE_INTER_RANK-0.671422-
DOCK_BASE_INTER_RANK-0.823419-
DOCK_BASE_INTER_RANK-0.596198-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CLASH_COUNT18.000000-
DOCK_CLASH_COUNT21.000000-
DOCK_CLASH_COUNT19.000000-
DOCK_CLASH_COUNT19.000000-
DOCK_CONTACT_COUNT22.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID11-
DOCK_EXPERIMENT_ID12-
DOCK_EXPERIMENT_ID20-
DOCK_FINAL_RANK2.548980-
DOCK_FINAL_RANK1.749248-
DOCK_FINAL_RANK5.596890-
DOCK_FINAL_RANK5.783020-
DOCK_FINAL_RANK4.974848-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA101-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:GLN2201-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLU4661-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:HIS4611-
DOCK_IFP::A:ILE1261-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LEU681-
DOCK_IFP::A:LYS1141-
DOCK_IFP::A:LYS1781-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:MET4711-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE511-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:PRO991-
DOCK_IFP::A:SER2181-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER4641-
DOCK_IFP::A:SER4701-
DOCK_IFP::A:SER601-
DOCK_IFP::A:SER951-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR4631-
DOCK_IFP::A:THR571-
DOCK_IFP::A:THR711-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR341-
DOCK_IFP::A:TYR981-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2211-
DOCK_IFP::A:VAL91-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:GLY751-
DOCK_IFP::B:GLY771-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:ILE761-
DOCK_IFP::B:SER741-
DOCK_IFP::B:TYR491-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.670025-
DOCK_MAX_CLASH_OVERLAP0.669966-
DOCK_MAX_CLASH_OVERLAP0.670026-
DOCK_MAX_CLASH_OVERLAP0.670003-
DOCK_MAX_CLASH_OVERLAP0.713659-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.377035-
DOCK_PRE_RANK1.675361-
DOCK_PRE_RANK5.465258-
DOCK_PRE_RANK5.689763-
DOCK_PRE_RANK4.915654-
DOCK_PRIMARY_POSE_ID416-
DOCK_PRIMARY_POSE_ID4377-
DOCK_PRIMARY_POSE_ID7115-
DOCK_PRIMARY_POSE_ID7763-
DOCK_PRIMARY_POSE_ID13240-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t01-
DOCK_REPORT_IDselection_import_t07-
DOCK_REPORT_IDselection_import_t11-
DOCK_REPORT_IDselection_import_t12-
DOCK_REPORT_IDselection_import_t20-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:ASP22;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:THR137;A:THR57;A:TYR122;A:TYR34;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASP161;A:LEU209;A:LYS114;A:LYS178;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:PRO99;A:SER95;A:TRP221;A:TYR174;A:TYR98-
DOCK_RESIDUE_CONTACTSA:ALA40;A:GLN220;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:ILE126;A:LEU194;A:PHE189;A:PHE190;A:PHE51;A:PHE74;A:PRO223;A:SER218;A:THR71;A:VAL188;A:VAL221-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;B:ARG46;B:CYS72;B:GLY73;B:GLY75;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:SER74;B:TYR49-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU466;A:GLU467;A:HIS461;A:LEU399;A:MET471;A:PHE396;A:PRO398;A:SER394;A:SER464;A:SER470;A:THR397;A:THR463-
DOCK_SCAFFOLDO=C(Nc1cccc(Nc2[nH+]cnc3c(N[NH+]=Cc4ccccc4)ncnc23)c1)c1cc[nH+]cc1-
DOCK_SCAFFOLDO=C(Nc1cccc(Nc2[nH+]cnc3c(N[NH+]=Cc4ccccc4)ncnc23)c1)c1cc[nH+]cc1-
DOCK_SCAFFOLDO=C(Nc1cccc(Nc2[nH+]cnc3c(N[NH+]=Cc4ccccc4)ncnc23)c1)c1cc[nH+]cc1-
DOCK_SCAFFOLDO=C(Nc1cccc(Nc2[nH+]cnc3c(N[NH+]=Cc4ccccc4)ncnc23)c1)c1cc[nH+]cc1-
DOCK_SCAFFOLDO=C(Nc1cccc(Nc2[nH+]cnc3c(N[NH+]=Cc4ccccc4)ncnc23)c1)c1cc[nH+]cc1-
DOCK_SCORE-23.961600-
DOCK_SCORE-25.668300-
DOCK_SCORE-19.974700-
DOCK_SCORE-24.494000-
DOCK_SCORE-15.050100-
DOCK_SCORE_INTER-32.693900-
DOCK_SCORE_INTER-31.140600-
DOCK_SCORE_INTER-24.842600-
DOCK_SCORE_INTER-30.466500-
DOCK_SCORE_INTER-22.059300-
DOCK_SCORE_INTER_KCAL-7.808807-
DOCK_SCORE_INTER_KCAL-7.437808-
DOCK_SCORE_INTER_KCAL-5.933556-
DOCK_SCORE_INTER_KCAL-7.276802-
DOCK_SCORE_INTER_KCAL-5.268776-
DOCK_SCORE_INTER_NORM-0.883620-
DOCK_SCORE_INTER_NORM-0.841639-
DOCK_SCORE_INTER_NORM-0.671422-
DOCK_SCORE_INTER_NORM-0.823419-
DOCK_SCORE_INTER_NORM-0.596198-
DOCK_SCORE_INTRA8.732370-
DOCK_SCORE_INTRA5.472330-
DOCK_SCORE_INTRA4.867950-
DOCK_SCORE_INTRA5.972490-
DOCK_SCORE_INTRA7.009200-
DOCK_SCORE_INTRA_KCAL2.085692-
DOCK_SCORE_INTRA_KCAL1.307044-
DOCK_SCORE_INTRA_KCAL1.162690-
DOCK_SCORE_INTRA_KCAL1.426505-
DOCK_SCORE_INTRA_KCAL1.674119-
DOCK_SCORE_INTRA_NORM0.236010-
DOCK_SCORE_INTRA_NORM0.147901-
DOCK_SCORE_INTRA_NORM0.131566-
DOCK_SCORE_INTRA_NORM0.161419-
DOCK_SCORE_INTRA_NORM0.189438-
DOCK_SCORE_KCAL-5.723132-
DOCK_SCORE_KCAL-6.130771-
DOCK_SCORE_KCAL-4.770877-
DOCK_SCORE_KCAL-5.850294-
DOCK_SCORE_KCAL-3.594656-
DOCK_SCORE_NORM-0.647610-
DOCK_SCORE_NORM-0.693738-
DOCK_SCORE_NORM-0.539856-
DOCK_SCORE_NORM-0.662001-
DOCK_SCORE_NORM-0.406760-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET01_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET07_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET11_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET12_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC25H22N9O3+3-
DOCK_SOURCE_FORMULAC25H22N9O3+3-
DOCK_SOURCE_FORMULAC25H22N9O3+3-
DOCK_SOURCE_FORMULAC25H22N9O3+3-
DOCK_SOURCE_FORMULAC25H22N9O3+3-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBD6.000000-
DOCK_SOURCE_HBD6.000000-
DOCK_SOURCE_HBD6.000000-
DOCK_SOURCE_HBD6.000000-
DOCK_SOURCE_HBD6.000000-
DOCK_SOURCE_HEAVY_ATOMS37.000000-
DOCK_SOURCE_HEAVY_ATOMS37.000000-
DOCK_SOURCE_HEAVY_ATOMS37.000000-
DOCK_SOURCE_HEAVY_ATOMS37.000000-
DOCK_SOURCE_HEAVY_ATOMS37.000000-
DOCK_SOURCE_LOGP0.586700-
DOCK_SOURCE_LOGP0.586700-
DOCK_SOURCE_LOGP0.586700-
DOCK_SOURCE_LOGP0.586700-
DOCK_SOURCE_LOGP0.586700-
DOCK_SOURCE_MW496.511000-
DOCK_SOURCE_MW496.511000-
DOCK_SOURCE_MW496.511000-
DOCK_SOURCE_MW496.511000-
DOCK_SOURCE_MW496.511000-
DOCK_SOURCE_NAMEOHD_MAC_1-
DOCK_SOURCE_NAMEOHD_MAC_1-
DOCK_SOURCE_NAMEOHD_MAC_1-
DOCK_SOURCE_NAMEOHD_MAC_1-
DOCK_SOURCE_NAMEOHD_MAC_1-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA174.540000-
DOCK_SOURCE_TPSA174.540000-
DOCK_SOURCE_TPSA174.540000-
DOCK_SOURCE_TPSA174.540000-
DOCK_SOURCE_TPSA174.540000-
DOCK_STRAIN_DELTA81.989462-
DOCK_STRAIN_DELTA45.457892-
DOCK_STRAIN_DELTA67.540048-
DOCK_STRAIN_DELTA53.208880-
DOCK_STRAIN_DELTA39.101068-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT01-
DOCK_TARGETT07-
DOCK_TARGETT11-
DOCK_TARGETT12-
DOCK_TARGETT20-
EXACT_MASS496.18291482427003Da
FORMULAC25H22N9O3+3-
HBA8-
HBD6-
LOGP0.5866999999999991-
MOL_WEIGHT496.51100000000014g/mol
QED_SCORE0.1077860576954535-
ROTATABLE_BONDS7-
TPSA174.54A^2

Docking across targets

This compound is global in the current database. Below you can review all docking experiments and targets that contain imported poses for it, which is the basis for reverse docking analysis.

Open primary docking pose Docking experiments Reverse docking explorer Protein structures Docking IFP projection
TargetExperimentReportPosesBest rankBest scoreNative overlapNative recallRMSD
T07 T07 selection_import_t07 1
native pose available
 1.749247881314635 -25.6683 14 0.74 - Best pose
T01 T01 selection_import_t01 1
native pose available
 2.548980432947032 -23.9616 18 0.86 - Best pose
T20 T20 selection_import_t20 1
native pose available
 4.974847562039901 -15.0501 8 1.00 - Best pose
T11 T11 selection_import_t11 1
native pose available
 5.596889623351798 -19.9747 14 0.78 - Best pose
T12 T12 selection_import_t12 1
native pose available
 5.783019582270835 -24.494 15 0.94 - Best pose
T07 — T07 1 poses · report selection_import_t07
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
314 1.749247881314635 -0.841639 -25.6683 7 15 14 0.74 0.33 0.40 0.40 - no geometry warning; 18 clashes; 3 protein contact clashes; 1 severe cofactor-context clash; high strain Δ 45.5 Open pose
T01 — T01 1 poses · report selection_import_t01
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
416 2.548980432947032 -0.88362 -23.9616 5 22 18 0.86 0.20 0.20 0.20 - no geometry warning; 17 clashes; 1 protein clash; 1 severe cofactor-context clash; high strain Δ 82.0 Open pose
T20 — T20 1 poses · report selection_import_t20
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
361 4.974847562039901 -0.596198 -15.0501 9 13 8 1.00 0.50 1.00 1.00 - no geometry warning; 19 clashes; 2 protein clashes; high strain Δ 39.1 Open pose
T11 — T11 1 poses · report selection_import_t11
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
341 5.596889623351798 -0.671422 -19.9747 7 17 14 0.78 0.60 0.60 0.75 - no geometry warning; 21 clashes; 3 protein clashes; high strain Δ 67.5 Open pose
T12 — T12 1 poses · report selection_import_t12
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
311 5.783019582270835 -0.823419 -24.494 15 15 15 0.94 0.67 0.70 0.70 - no geometry warning; 19 clashes; 3 protein clashes; high strain Δ 53.2 Open pose
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Drug Similarity

Shared structural fragments with approved drugs — based on faircheckmol profile fingerprint.
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Structural Profile Fingerprint

Named-bit fingerprint from curated SMARTS patterns. Each bit = one chemical pattern.

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ADMET Profile

Computed from structure using RDKit. Indicative only — not a substitute for experimental data.

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3D Conformer

ETKDGv3 conformer generation with UFF minimisation. Rendered with 3Dmol.js.

Open receptor–ligand complex
This docking hit has a stored pose-level complex analysis page with clickable hydrogen bonds, π–π contacts, hydrophobic contacts, and clash inspection.
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